反应 #452444

反应方程式

dihydromyrcenol

Diketene

→

desired product

收率 95.0%

2,6-dimethyl-7-octen-2-yl 3-oxo-butyrate

收率 95.0%

反应条件

后处理

1. 1
   其他fitted with a condenser, argon inlet, addition funnel, magnetic stirrer
2. 2
   温度the mixture is cooled to room temperature
3. 3
   其他Purification of the product mixture
4. 4
   洗涤by flash chromatography (elution with dichloromethane)

实验过程

A mixture of dihydromyrcenol (37.88 g, 0.240 mol) and 4-dimethylaminopyridine (0.16 g, 1.30 mmol) in a 100 mL three-necked round-bottomed flask fitted with a condenser, argon inlet, addition funnel, magnetic stirrer and internal thermometer is heated to 50-60° C. Diketene (20.16 g, 0.240 mol) is added dropwise in the course of 15 min. The mixture has a slight exotherm and turned from yellow to red during this time. After stirring an additional hour at 50° C., the mixture is cooled to room temperature. At this point, NMR analysis indicates the reaction is complete. Purification of the product mixture by flash chromatography (elution with dichloromethane) yields the desired product in 95% yield as a nearly colorless oil.

来源